DE2341041A1 - Verfahren zur behandlung von dinitrilen - Google Patents
Verfahren zur behandlung von dinitrilenInfo
- Publication number
- DE2341041A1 DE2341041A1 DE19732341041 DE2341041A DE2341041A1 DE 2341041 A1 DE2341041 A1 DE 2341041A1 DE 19732341041 DE19732341041 DE 19732341041 DE 2341041 A DE2341041 A DE 2341041A DE 2341041 A1 DE2341041 A1 DE 2341041A1
- Authority
- DE
- Germany
- Prior art keywords
- adiponitrile
- dinitrile
- water
- treatment
- temperature
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 51
- BTGRAWJCKBQKAO-UHFFFAOYSA-N adiponitrile Chemical compound N#CCCCCC#N BTGRAWJCKBQKAO-UHFFFAOYSA-N 0.000 claims description 54
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 44
- 229910001868 water Inorganic materials 0.000 claims description 41
- 239000012535 impurity Substances 0.000 claims description 17
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 14
- 239000007789 gas Substances 0.000 claims description 14
- 238000006243 chemical reaction Methods 0.000 claims description 11
- 239000003054 catalyst Substances 0.000 claims description 9
- 229910052757 nitrogen Inorganic materials 0.000 claims description 7
- 230000002378 acidificating effect Effects 0.000 claims description 6
- FRMJZJUVLPFLAB-UHFFFAOYSA-N 2-iminocyclopentane-1-carbonitrile Chemical group N=C1CCCC1C#N FRMJZJUVLPFLAB-UHFFFAOYSA-N 0.000 claims description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 19
- 239000000203 mixture Substances 0.000 description 11
- 229910021529 ammonia Inorganic materials 0.000 description 9
- 238000004821 distillation Methods 0.000 description 8
- IPMQSLPLJDKUPI-UHFFFAOYSA-N 2-oxocyclopentane-1-carbonitrile Chemical compound O=C1CCCC1C#N IPMQSLPLJDKUPI-UHFFFAOYSA-N 0.000 description 7
- 238000010992 reflux Methods 0.000 description 7
- 238000004458 analytical method Methods 0.000 description 6
- 239000007791 liquid phase Substances 0.000 description 6
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 description 6
- 239000012808 vapor phase Substances 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 230000003247 decreasing effect Effects 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 3
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- 238000005194 fractionation Methods 0.000 description 3
- 230000007062 hydrolysis Effects 0.000 description 3
- 238000006460 hydrolysis reaction Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 229960002317 succinimide Drugs 0.000 description 3
- NICLKHGIKDZZGV-UHFFFAOYSA-N 2-cyanopentanoic acid Chemical compound CCCC(C#N)C(O)=O NICLKHGIKDZZGV-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- -1 aliphatic dicarboxylic acids Chemical class 0.000 description 2
- OSNDUYDDOHEKEE-UHFFFAOYSA-N azepane-2,7-dione Chemical compound O=C1CCCCC(=O)N1 OSNDUYDDOHEKEE-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 229950001902 dimevamide Drugs 0.000 description 2
- 229910052734 helium Inorganic materials 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- IPWFJLQDVFKJDU-UHFFFAOYSA-N pentanamide Chemical compound CCCCC(N)=O IPWFJLQDVFKJDU-UHFFFAOYSA-N 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- LWHLUNWZHBUMCI-UHFFFAOYSA-N [Pb].C(CCCCC#N)#N Chemical compound [Pb].C(CCCCC#N)#N LWHLUNWZHBUMCI-UHFFFAOYSA-N 0.000 description 1
- 238000002479 acid--base titration Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 238000013383 initial experiment Methods 0.000 description 1
- 229910052754 neon Inorganic materials 0.000 description 1
- GKAOGPIIYCISHV-UHFFFAOYSA-N neon atom Chemical compound [Ne] GKAOGPIIYCISHV-UHFFFAOYSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- KNCYXPMJDCCGSJ-UHFFFAOYSA-N piperidine-2,6-dione Chemical compound O=C1CCCC(=O)N1 KNCYXPMJDCCGSJ-UHFFFAOYSA-N 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 238000010025 steaming Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA149,806A CA1002067A (en) | 1972-08-16 | 1972-08-16 | Process for the treatment of dinitriles |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2341041A1 true DE2341041A1 (de) | 1974-02-28 |
Family
ID=4094187
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19732341041 Pending DE2341041A1 (de) | 1972-08-16 | 1973-08-14 | Verfahren zur behandlung von dinitrilen |
Country Status (7)
| Country | Link |
|---|---|
| JP (1) | JPS5018414A (enrdf_load_stackoverflow) |
| BR (1) | BR7306277D0 (enrdf_load_stackoverflow) |
| CA (1) | CA1002067A (enrdf_load_stackoverflow) |
| DE (1) | DE2341041A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2196327B1 (enrdf_load_stackoverflow) |
| GB (1) | GB1394977A (enrdf_load_stackoverflow) |
| IT (1) | IT998375B (enrdf_load_stackoverflow) |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB870647A (en) * | 1959-02-04 | 1961-06-14 | Distillers Co Yeast Ltd | Purification of phthalonitriles |
-
1972
- 1972-08-16 CA CA149,806A patent/CA1002067A/en not_active Expired
-
1973
- 1973-08-14 JP JP9062673A patent/JPS5018414A/ja active Pending
- 1973-08-14 FR FR7329701A patent/FR2196327B1/fr not_active Expired
- 1973-08-14 IT IT2792773A patent/IT998375B/it active
- 1973-08-14 DE DE19732341041 patent/DE2341041A1/de active Pending
- 1973-08-15 BR BR627773A patent/BR7306277D0/pt unknown
- 1973-08-15 GB GB3851573A patent/GB1394977A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| GB1394977A (en) | 1975-05-21 |
| IT998375B (it) | 1976-01-20 |
| BR7306277D0 (pt) | 1974-07-18 |
| JPS5018414A (enrdf_load_stackoverflow) | 1975-02-26 |
| CA1002067A (en) | 1976-12-21 |
| FR2196327B1 (enrdf_load_stackoverflow) | 1979-05-11 |
| FR2196327A1 (enrdf_load_stackoverflow) | 1974-03-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OHJ | Non-payment of the annual fee |